HCID 22665186, compound → HCID 22665184, compound

Participants

Reaction Steps

The resultant 1-[4-(2,4-dinitrophenoxy)phenoxy]dodecane (35.58 g, 0.080 mol) and ethanol (700 ml) and 10% Pd/C (1.78 g) were introduced into a 2-liter (l) reaction bottle. After hydrogen passed through the reaction under normal pressure for 4 hours, the reaction mixture was filtered and concentrated to obtain a crude product. The crude product was recrystallized with ethanol to obtain 1-[4-(2,4-diaminophenoxy)phenoxy]dodecane (26.15 g, 0.068 mol). Yield: 85%. Spectrum:IR (KBr) 3412, 3333, 2923, 2850, 1614, 1515, 1462, 1366, 1219, 1084 cm−1. 1H NMR (DMSO-d6, 300 MHz). δ6.8˜6.7 (m, 4H), 6.45 (d, J=8.3, 1H), 6.02 (d, J=2.2 Hz, 1H), 5.79 (dd, J=8.4, J=2.4 Hz, 1H), 4.61 (s, 2H), 4.47 (s, 2H), 3.81 (t, J=6.3 Hz, 2H), 1.75˜1.55 (m, 2H), 1.40˜1.10 (m, 18H), 0.82 (t, J=6.3 Hz, 3H). 13C NMR (DMSO-d6, 75 MHz)δ 153.5, 152.7, 146.1, 140.9, 133.4,121.4, 116.8, 115.3, 103.2, 101.5, 68.0, 31.5, 29.2, 29.0, 28.9, 25.7, 22.3, 14.1.

Provenance & Evidence